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220442

Sigma-Aldrich

(R)-(−)-1-(1-Naphthyl)ethyl isocyanate

98%

Synonym(s):

(R)-NEI

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About This Item

Linear Formula:
C10H7CH(CH3)NCO
CAS Number:
Molecular Weight:
197.23
Beilstein:
4181805
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

liquid

optical activity

[α]20/D −45°, c = 3.5 in toluene

optical purity

ee: 95% (GLC)

refractive index

n20/D 1.604 (lit.)

bp

106-108 °C/0.16 mmHg (lit.)

density

1.118 g/mL at 25 °C (lit.)

SMILES string

C[C@@H](N=C=O)c1cccc2ccccc12

InChI

1S/C13H11NO/c1-10(14-9-15)12-8-4-6-11-5-2-3-7-13(11)12/h2-8,10H,1H3/t10-/m1/s1

InChI key

GONOHGQPZFXJOJ-SNVBAGLBSA-N

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Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

200.1 °F - closed cup

Flash Point(C)

93.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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D S Dunlop et al.
Analytical biochemistry, 165(1), 38-44 (1987-08-15)
A method for determining the optical purity of amino acids using HPLC and precolumn derivatization is described. (+)-1-(1-Naphthyl)ethyl isocyanate reacts with racemic amino acids, in high yield, to form naphthylethyl carbamoyl derivatives. The resulting diastereoisomeric pairs were separated on reversed-phase
W D Hooper et al.
Journal of chromatography. B, Biomedical applications, 672(1), 89-96 (1995-10-06)
A procedure for the concurrent determination of the (+)- and (-)-enantiomers of sotalol in plasma using high-performance liquid chromatography of diastereomeric derivatives is described. Sotalol is extracted from a 0.5-ml aliquot of plasma at pH 9.3 using ethyl acetate. Atenolol
F J Belas et al.
Biomedical chromatography : BMC, 9(3), 140-145 (1995-05-01)
A high-performance liquid chromatographic assay is described for the separation and quantification of nadolol isomers in human plasma. The isomers were quantified using reverse-phase HPLC and fluorometric detection after derivatization with the chiral reagent R(-)-1-(naphthyl)ethylisocyanate [R(-)-NEI]. The N-isopropyl analogue (one
R A Carr et al.
Pharmaceutical research, 8(9), 1195-1198 (1991-09-01)
A convenient high-performance liquid chromatographic (HPLC) assay was developed for determination of sotalol (STL) enantiomers in plasma. Following addition of the internal standard (IS; racemic atenolol), enantiomers of STL and IS were extracted using ethyl acetate. After evaporation of the
M E Laethem et al.
Journal of chromatography, 621(2), 225-229 (1993-11-24)
A sensitive, stereospecific high-performance liquid chromatographic assay for oxprenolol enantiomers in rat plasma was developed, using a chiral derivatization agent. Racemic oxprenolol and the internal standard (racemic propranolol) are extracted with dichloromethane after alkalinization of the plasma. Quantitation of R(+)-

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